How far is Sherman, CT from Bridgeport, CT?
The driving distance from Sherman, CT to Bridgeport, CT is about 40 miles (64.3 km), with a travel time of about 01h 03m by car.
- The straight-line flight distance is about 31.9 miles (51.3 km).
- For a round trip, plan for roughly 02h 07m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 8:00 AM to 10:00 AM EDT.
Reverse, save, or send this route
This route works well as a day trip with time at the destination. Copy the route link, send it to another device, or print a clean version before you head out.
This route works well as a day trip with time at the destination.
Flight Distance
Driving Distance
Gas Cost Calculator
Leave and Arrive Planner
Pick a departure time to see your estimated arrival and same-day return window.
Drive time stays fixed at 01h 03m.
A morning start gives you useful time at the destination and keeps the return out of the late evening.
You are leaving earlier than the recommended window, which gives you extra margin for breaks and traffic.
Halfway Point
A useful midpoint for breaks, coffee, or meeting in the middle.
Town in Connecticut, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Chance Rain Showers then Mostly Cloudy
Partly Sunny then Slight Chance Rain Showers
Driving Route Map
The map below follows the saved road route between Sherman and Bridgeport.
Turn-by-Turn Driving Directions
Step-by-step road directions between Sherman and Bridgeport.
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1
Start on Route 37 East
1.4 mi · 4 min · Route 37 East
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2
Continue on Sherman Road
1.6 mi · 4 min · Sherman Road
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3
Turn right onto Kent Road
2.7 mi · 5 min · Kent Road
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4
Continue on Danbury Road
5.2 mi · 6 min · Danbury Road
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5
Continue on Federal Road
1386 ft · 25 sec · Federal Road
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6
Turn left onto Federal Road
1.2 mi · 2 min · Federal Road
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7
Turn left onto Whisconier Road
4.1 mi · 8 min · Whisconier Road
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8
Continue on Hawleyville Road
1899 ft · 50 sec · Hawleyville Road
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9
Turn left onto Currituck Road
2.8 mi · 6 min · Currituck Road
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10
Turn straight onto Main Street
1732 ft · 50 sec · Main Street
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11
At the end of the road, turn right
8 m · 8 sec
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12
Turn left onto Main Street
18.3 mi · 30 min · Main Street
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13
Take the exit slight right toward Main Street, Washington Avenue
719 ft · 18 sec
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14
Continue on Main Street, Washington Avenue
111 m · 9 sec
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15
Keep slight left to continue on Main Street South, East Washington Avenue
1381 ft · 34 sec
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16
Turn straight onto Main Street
2720 ft · 1 min · Main Street
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17
Turn right onto Fairfield Avenue
1 m · 1 sec · Fairfield Avenue
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18
Arrive at your destination
0 m · 1 sec · Fairfield Avenue
Car Route Details
A richer read on the saved driving route between Sherman and Bridgeport.
Turn-heavy local drive
The route has frequent decision points for its length, so lane choice and turn timing will matter more than cruising speed.
Main Street
Turn left onto Main Street
18.3 mi · 00h 30m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A comfortable day-trip route
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
Chance Rain Showers then Mostly Cloudy leaving Sherman and Partly Sunny then Slight Chance Rain Showers near Bridgeport.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Sherman to Bridgeport?
The road trip is about 40 miles (64.3 km) and usually takes 01h 03m in normal driving conditions.
Is this a same-day trip or an overnight route?
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
What is the halfway point on this route?
Newtown is a useful midpoint, sitting about 19.6 miles from Sherman and 20.4 miles from Bridgeport.
How much longer is the road route than the straight-line distance?
The direct path is about 31.9 miles (51.3 km), while the road route adds roughly 8.1 extra miles because roads do not follow the straight air line.
When is the best time to leave for this route?
A good departure window is usually 8:00 AM to 10:00 AM EDT. If you want a more comfortable same-day return, try to leave by 4:22 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $5.56 one way or $11.12 round trip. Estimated CO2 is about 12.5 kg one way.
What should you check before leaving?
Before you leave, expect Chance Rain Showers then Mostly Cloudy around Sherman and Partly Sunny then Slight Chance Rain Showers near Bridgeport.
Stop Ideas Near Newtown
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Danbury Fair
Danbury City Hall
Edmond Town Hall
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Newtown.
Bridgeport
Union Station
Wallingford station
Meriden Transit Center
Flight Path Map
This map shows the direct air route between Sherman and Bridgeport. Straight-line distance: 31.88 mi (51.3 km).
#1 Sherman
Town in Fairfield County, Connecticut, United States
| Population | 3,610 |
| Coordinates | 41.5792600, -73.4956800 |
| Altitude | 141 |
| Country | United States |
#2 Bridgeport
The second most populous city in Connecticut.
| Population | 143,525 |
| Coordinates | 41.1792300, -73.1894500 |
| Altitude | 1 |
| Country | United States |
End: Main Street (-73.189437, 41.179239)
Estimated Travel Time
Distance: 64 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 19m |
| 40 mph (64.37 km/h) | 00h 59m |
| 50 mph (80.47 km/h) | 00h 47m |
| 60 mph (96.56 km/h) | 00h 39m |
| 70 mph (112.65 km/h) | 00h 34m |
| 80 mph (129 km/h) | 00h 29m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $5.56 | $11.12 |
| Mid-grade | $4.46 | $6.28 | $12.57 |
| Premium | $4.86 | $6.85 | $13.70 |
| Diesel | $6.00 | $8.46 | $16.91 |
Assumes 8.3 L/100 km (about 28.3 MPG). CO2 is an estimate and varies by vehicle, fuel blend, traffic, and terrain.
Prices in Connecticut · Apr 23, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.